New learning discoveries about Ethyl 5-bromopicolinate

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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 77199-09-8, name is Ethyl 5-bromopicolinate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 77199-09-8

2-Amino-5-fluoro-4-(l-isopropyl-2-methyl-lH-imidazol-5-yl)pyrimidine (Method 1 ; 517mg, 2.2mmol), ethyl 5-bromopyridine-2-carboxylate (460.12mg, 2mmol), EPO tris(dibenzylideneacetone)dipalladium(0) (18.31mg, lmol%), Xantphos (25.5mg, 2.2mol%) and caesium carbonate (912.3mg, 2.8mmol) in anhydrous 1,4-dioxane (8ml) were evacuated and refilled with nitrogen (3 times). The reaction was heated under nitrogen at 100C for 3.5h. Extra tris(dibenzylideneacetone)dipalladium(0) (18.31mg, lmol%) and Xantphos (25.5mg, 2.2mol%) were added and the reaction mixture was heated under nitrogen at 1000C overnight before evaporating under reduced pressure. The residue obtained was partitioned between DCM and water and the aqueous layer was extracted with DCM twice. The organics were combined, washed with brine, dried and the solvent was evaporated to give a foam which was purified by reverse phase chromatography (acidic prep HPLC system). The product containing fractions were passed through a pre-equilibrated Isolute SCX-2 column, eluted with MeOH, and a 7 molar solution of ammonia in MeOH. Evaporation of solvent gave the title compound as a solid which was dried in vac oven overnight at 5O0C (540mg, 70%). NMR (400MHz): 1.33 (t, 3H), 1.48 (d, 6H), 2.54 (s, 3H), 4.32 (q, 2H), 5.39 (septet, IH), 7.41 (d, IH), 8.02 (d, IH), 8.35 (dd, IH), 8.67 (d, IH), 8.91 (d, IH), 10.16 (s, IH); 17F NMR (400MHz): -145.98 (t, IF); m/z 385.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 77199-09-8, Ethyl 5-bromopicolinate.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/95159; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem